Implementation Specialist

Dealerware

Implementation Specialist

Posted Yesterday

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Austin TX USA

Hybrid

Junior

Automotive • Software • Transportation

Dealerware transforms the automotive retailers of today into the mobility network of tomorrow.

The Role

The Implementation Specialist coordinates the onboarding of the Dealerware platform handling training setup performance tracking and customer communication to ensure successful implementations.

Summary Generated by Built In

About Dealerware

Dealerware transforms the automotive retailers of today into the mobility network of tomorrow. Launched in 2016 Dealerware manages tens of thousands of vehicles at dealerships in North America across every major manufacturer brand. Dealerware is committed to being a people-first culture and a great place to work for all with flexible scheduling unlimited PTO extensive benefits a core value of Diversity Equity & Inclusion and a leadership and management team that defaults to being supportive and accessible. In 2026 Dealerware was recognized by Built In as one of their Best Startups to Work for in Austin for the fifth consecutive year.

Dealerware’s team is currently hiring for an Implementation Specialist. The Implementation Specialist is responsible for executing and coordinating successful onboarding and launch of the Dealerware platform for dealership customers. This role combines project coordination platform configuration customer enablement and performance tracking to ensure customers achieve value quickly and are set up for long-term success.

As an Implementation Specialist you will own:

Training Enablement & Launch Support

Deliver engaging virtual training sessions and occasional in-person enablement.
Own and execute onboarding timelines ensuring milestones and launch dates are met.
Lead the setup configuration and optimization of Dealerware and B2C rental websites ensuring launch and B2C site readiness including validation of configurations workflows and user access.
Assist in preparing training agendas collateral and follow-up communications.
Reinforce platform best practices to drive early adoption and customer satisfaction.
Stay up to date on new features and product updates to continuously improve onboarding quality.
As needed provide re-trainings to customer base.

Customer Support & Communication

Serve as the primary point of contact for assigned dealerships during onboarding and training.
Ability to convert begrudging new customers into #1 fans.
Set clear expectations with customers regarding onboarding scope timelines and responsibilities.
Proactively communicate progress blockers and next steps to Sales and the Customer Success Manager throughout implementation.
Route technical issues and escalations to internal teams with clear documentation and context.
Provide post-training reinforcement and best practice guidance.

Performance Monitoring & Reporting

Monitor customer usage and performance until customer is healthy.
Identify adoption gaps churn risks and performance issues and proactively recommend corrective actions to the Customer Success Manager.
Contribute to customer-facing success summaries and performance reports.

Documentation & Internal Improvement

Document dealership workflows and internal processes to support continuous improvement.
Follow best practices and onboarding playbooks suggesting edits as appropriate.
Support maintenance of training materials SOPs and customer-facing resources.
Share insights with cross-functional teams to improve product and service delivery.
Prepare onboarding wrap reports highlighting risks wins and recommendations for Customer Success handoff.

Cross-Functional Collaboration

Partner with Sales and CSMs to ensure a smooth handoff including understanding customer goals use cases and configuration requirements.
Collaborate with the Customer Enablement Program Manager to continuously improve training delivery and materials.
Work with Product Partnerships and Customer Experience teams to communicate customer feedback and implementation challenges.

Key Performance Indicators (KPIs)

Time to value

Customer effort score

Customer sentiment

On-time implementation rate

Training completion rate

Dealer no-shows

Go-live success rate

Early adoption metrics (e.g. active users transactions utilization)

Days to kickoff configuration training and CS handoff

Required Qualifications

1–3 years of experience in implementation customer success operations account support or hospitality.
Direct experience working in automotive SaaS or at a dealership.
Passion for working directly with customers to drive successful outcomes.
Excellent organizational and multitasking skills.
Strong communication (written & verbal) and interpersonal skills.
Dynamic and effective presentation skills.
Comfort working in dashboards spreadsheets and performance data.
Strong problem-solving skills and ability to navigate ambiguity.
Ability to travel domestically periodically for top accounts up to 10% of the time.

Even better if you have:

Experience with CRM project management or onboarding tools.

Dealerware offers you:

Competitive base salary with bonus incentive eligibility

Full benefits (medical dental vision disability)

401(k) with company match

On-demand educational courses via LinkedIn Learning

Tuition reimbursement and continuing education

Unlimited paid vacation policy

Flexible work

Generous Paid Parental Leave program

Modern office and a dynamic team in downtown Austin with free parking

Friendly small company environment with a progressive culture

Dealerware is an Equal Opportunity Employer that does not discriminate on the basis of actual or perceived race color creed religion national origin ancestry citizenship status age sex or gender (including pregnancy childbirth and pregnancy-related conditions) gender identity or expression (including transgender status) sexual orientation marital status military service and veteran status physical or mental disability genetic information or any other characteristic protected by applicable federal state or local laws and ordinances. Dealerware's management team is dedicated to this policy with respect to recruitment hiring placement promotion transfer training compensation benefits employee activities access to facilities and programs and general treatment during employment.

*We are interested in every qualified candidate who is eligible to work in the United States. However we are not able to sponsor visas.

Skills Required

1-3 years of experience in implementation customer success operations account support or hospitality
Direct experience working in automotive SaaS or at a dealership
Excellent organizational and multitasking skills
Strong communication and interpersonal skills
Dynamic and effective presentation skills
Comfort working in dashboards spreadsheets and performance data
Strong problem-solving skills and ability to navigate ambiguity
Ability to travel domestically periodically for top accounts up to 10% of the time

What the Team is Saying

Dealerware Compensation & Benefits Highlights

Leave & Time Off Breadth—Unlimited PTO and flexible schedules are emphasized along with a recurring "Friday Focus Time" that supports protected development time. Hybrid flexibility with set in‑office days complements time‑off latitude for planning and balance.
Parental & Family Support—Gender‑neutral paid parental leave a return‑to‑work program and an onsite mother’s room indicate comprehensive family support. Fertility benefits via Carrot and family medical leave extend inclusivity for family‑forming and caregiving needs.
Healthcare Strength—Comprehensive medical dental and vision coverage is paired with mental‑health support including free unlimited therapy visits via telehealth. Disability and life insurance further reinforce core health protections.

Learn more about Dealerware's Compensation & Benefits →

Dealerware Insights

What's It Like to Work at Dealerware? Dealerware Culture & Values Dealerware Career Growth & Development What's the Work-Life Balance Like at Dealerware? Dealerware Leadership & Management Dealerware Company Growth Stability & Outlook

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The Company

HQ: Austin TX

83 Employees

Year Founded: 2016

What We Do

Dealerware transforms the automotive retailers of today into the mobility network of tomorrow. Launched in 2016 Dealerware manages tens of thousands of vehicles at dealerships in North America across every major manufacturer brand. By combining a mobile-first approach with fresh design thinking Dealerware’s industry-leading SaaS platform enables best-in-class fleet management and mobility services for the top automotive dealerships and manufacturers.

Why Work With Us

“I can't speak highly enough of my teammates. We do a great job of hiring curious smart dedicated passionate and friendly people. This is our superpower.” This is a real comment from our engagement survey about our greatest asset and the best reason to work here: our team.

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Dealerware Offices

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Hybrid Workspace

Employees engage in a combination of remote and on-site work.

To support operational effectiveness team collaboration and company culture we require all hybrid employees to work onsite in the Austin TX office at least two days per week on Tuesdays and Thursdays.

Typical time on-site: 2 days a week

HQAustin TX

Team members are offered a seat and a warm welcome in our collaborative headquarters in the heart of downtown Austin TX whenever it suits their workday needs or preferences.